Highlands Real Estate

Highlands Real Estate

Welcome to Highlands, a vibrant and eclectic subdivision nestled in the heart of Louisville, Kentucky. Known for its rich history and unique character, Highlands is a delightful blend of urban charm and suburban tranquility, making it one of the most sought-after neighborhoods in Jefferson County.

The Highlands is renowned for its diverse architecture, featuring everything from historic Victorian homes to modern condos that cater to a variety of lifestyles. Tree-lined streets invite leisurely strolls, while local boutiques, art galleries, and charming cafes create a lively atmosphere that beckons residents and visitors alike. The area is also famous for its culinary scene, boasting an array of restaurants that offer everything from gourmet dining to casual eateries, ensuring that there’s something to satisfy every palate.

Families will appreciate the strong sense of community in the Highlands, with excellent schools and numerous parks providing ample opportunities for outdoor recreation. The nearby Cherokee Park, designed by the famed landscape architect Frederick Law Olmsted, offers scenic trails, picnic spots, and serene landscapes that encourage a healthy, active lifestyle.

Conveniently located just minutes from downtown Louisville, residents of the Highlands enjoy easy access to the city’s cultural attractions, including the Louisville Zoo, the Kentucky Museum of Art and Craft, and the lively nightlife of Bardstown Road. Whether you're looking for a charming historic home or a modern apartment, the Highlands offers a unique living experience that beautifully balances community spirit with urban convenience. Come discover why so many are proud to call the Highlands home!

Newest Listings in Highlands

1814 Sherwood Ave, Louisville
$245,000
2 Beds ⋅ 2 Baths ⋅ 1733903 MLS
Stellar, snazzy 2-bedroom, 1.5-bath shotgun in the heart of the Highlands! This charming home blends timeless character with thoughtful updates and an ideal location. Beautiful original pine floors have been refreshed and soaring 10-foot ceilings add to the home's airy, spacious feel. Enjoy your morning coffee or unwind on the covered front porch with its inviting swing. Outdoor living continues with a side courtyard patio, rear patio, and firepit area, all within a fully fenced yard. The primary bedroom features a hard-to-find private ensuite full bath, while a convenient guest half bath is located just off the living room. A charming side entrance offers added flexibility, allowing the newly carpeted front room to serve as an additional bedroom, home office, or additional living room. The updated kitchen features a pantry and stainless-steel appliances, including a refrigerator, range, and dishwasher. Just off the kitchen, the versatile laundry/mudroom offers additional space with room for a small office or workspace. Additional features include rare off-street parking, and a short distance to Cherokee Park, Bellarmine and Bardstown Rd restaurants. Full of character, soaring ceilings, flexible living spaces, and inviting outdoor areas, this Highlands gem is a must-see!

1814 Sherwood Ave, Louisville
1205 Castlewood Ave, Louisville
$329,000
2 Beds ⋅ 2 Baths ⋅ 1733378 MLS
Super cute Highlands Cottage is awaiting it's new owner! This home is just steps from Tyler Park, and many well known shops and restaurants are close by. Step into this well cared for family home, and notice right away the large living room adorned with a gas fireplace for those crisp Fall mornings. Down the hall there are 2 good size bedrooms, both with hardwood floors. There is also a nicely appointed full bath in the hallway. Off of the living room, is a bright white kitchen with abundant cabinet space, beautiful black granite counter and a full suite of appliances. There is a cozy dining area just off the kitchen that overlooks the rear yard. From there you can walk out to the covered sunroom and enjoy your morning coffee. The partially finished basement has a family room, and another full bathroom as well. The large laundry and utility room, along with another storage room round out the basement. This all brick, one story home features an updated kitchen on 2018, with cabinets and appliances. In 2023 the kitchen floor was updated. Hall bath was updated with new flooring, sink and commode. All rooms were painted on the first floor in 2023. The carport was added in 2024, and in 2026 new gutters, gutter guards and downspouts were installed. Schedule your private showing today!

1205 Castlewood Ave, Louisville
1839 Sherwood Ave, Louisville
$285,000
2 Beds ⋅ 2 Baths ⋅ 1732950 MLS
Priced 45K below Aug. 2026 appraisal. Welcome to 1839 Sherwood Ave, ideally situated in Louisville's highly desirable Deer Park neighborhood in the Highlands! This classic two-story home offers plenty of character, with hardwood flooring, beautiful moldings, and a welcoming covered front porch. The updated kitchen features new cabinetry, tiled flooring, a subway tile backsplash, and granite countertops. The traditional floor plan offers comfortable living spaces with the charm and character you expect from a Highlands home. An unfinished basement provides additional storage and possibilities. Just minutes from the restaurants, shops, parks, and entertainment that make the Highlands such a popular place to call home. Seller is a licensed broker in Indiana and Kentucky.

1839 Sherwood Ave, Louisville
1327 Christy Ave, Louisville
$280,000
2 Beds ⋅ 2 Baths ⋅ 1732337 MLS
Welcome home to this charming 2-bedroom, 2-full-bath shotgun-style home in the heart of the Highlands, just moments from some of Louisville's favorite restaurants, shops, and entertainment! Step inside to discover tall ceilings, vinyl flooring throughout, and an inviting open-concept living room and kitchen. The beautifully updated kitchen features white cabinetry, granite countertops, stainless steel appliances, and a stylish tile backsplash. Down the hall, you'll find a spacious guest bedroom, a full bathroom, and the primary suite complete with a private en suite bath, convenient laundry area, and walk-in closet. Outside, enjoy a fenced-in area with a large deck, perfect for relaxing or entertaining. Just beyond the fenced area is a generous parking pad with space for multiple vehicles a fantastic bonus in this sought-after neighborhood! Enjoy the charm of Highlands living with modern updates and incredible convenience right at your doorstep!

1327 Christy Ave, Louisville
2008 Murray Ave Unit 4, Louisville
$195,000
2 Beds ⋅ 2 Baths ⋅ 1731764 MLS
Enjoy the energy of the Highlands with the ease of low-maintenance condo living! Tucked into one of Louisville's most walkable neighborhoods, this charming second-floor unit puts favorite restaurants, coffee shops, boutiques and entertainment just outside your door. Inside, hardwood flooring runs throughout both levels, adding warmth and character to the open main living space. A flexible bonus room on the main level is perfect for a home office, bedroom (no closet), den or guest space, while the private screened porch offers a peaceful spot to relax or enjoy your morning coffee. Upstairs, the spacious primary bedroom features hardwood flooring and a convenient half bath. Full of character and ideally located, this condo is a great opportunity to enjoy everything the Highlands lifestyle ha s to offer.

2008 Murray Ave Unit 4, Louisville
209 Riverview Ln, Shepherdsville
$279,900
3 Beds ⋅ 2 Baths ⋅ 1731515 MLS
Charming 3 bed,1.5 bath ranch style home perfect for both comfort and convenience. This home offers hardwood flooring , updated baths and kitchen kitchen is large and has lots of cabinetry .Spacious bedrooms for a growing family. Basement is partially finished and is waiting for a creative touch. Oversized fenced in back yard perfect for entertaining or relaxing and has a shed for storage. Home located on quiet street close to schools, restaurants and businesses . This one is a must see,, S

209 Riverview Ln, Shepherdsville
2204 Wrocklage Ave, Louisville
$295,000
4 Beds ⋅ 1 Baths ⋅ 1731229 MLS
Welcome to this Family Treasured Highland Bungalow that offers 4 Bedrooms, Basement, Full Fenced Yard & 1 Car Detached Garage in the Highland Area ~ Large Front Porch leads to the Family Room that opens to the Dining Room ~ Original Door Hardware, Trim & Molding ~ Updated Kitchen w/All Appliances to Remain walks out to the Partial Covered Deck ~ Upstairs offers 4 Bedrooms ~ Room to Grown in the Unfinished Basement ~ Located in the Heart of one of Louisville's most Desirable Neighborhoods. Just moments from the Dining and Shopping of Douglas Loop and a Short Bike Ride to Cherokee, Seneca and Tyler Parks, this Home puts some of the Best of the Highlands right outside your Door. SUPER Location - Don't Let This One Pass You By!

2204 Wrocklage Ave, Louisville
1421 Morton Ave, Louisville
$320,000
3 Beds ⋅ 2 Baths ⋅ 1730148 MLS
Opportunity awaits in the Original Highlands! This three bedroom, two bath Queen Anne Victorian features characteristic millwork, large rooms with high ceilings, original pine floors, a tiled staircase with hand carved newel post, four unique, decorative fireplaces, built-in shelving, as well as a spacious kitchen with newer appliances and new tile floors. This home is chock full of charm with loads of potential! While some work and cosmetic upgrades may be wanted, many updates have been completed in recent years. To increase the homes energy efficiency, the HVAC was replaced (2023), spray foam insulation added (2023), water heater replaced (2023), and the chimneys were removed, capped and covered(2022). There are double and triple paned windows installed throughout the home. From the front garden, you are welcomed by a large covered porch and there is a screened porch with covered deck at the back of the home to provide a wonderful place to relax. Additionally, off-street parking can be created on the alley. Priced to sell - schedule your private showing today!

1421 Morton Ave, Louisville
1835 Deer Park Ave, Louisville
$300,000
2 Beds ⋅ 2 Baths ⋅ 1730119 MLS
Charming 2 bedroom, 2 full bathroom camelback-style home, meticulously maintained and full of character. The generously sized living room is bathed in natural light from an abundance of windows, creating a warm, airy atmosphere. The well-appointed kitchen features striking butcher block countertops, adding a touch of rustic elegance. Upstairs, a serene master suite offers a private retreat all its own. Ideally situated in the heart of the Highlands, this home puts you within walking distance of beloved local bars and restaurants. Schedule your private showing today!

1835 Deer Park Ave, Louisville
2126 Village Dr Unit 5, Louisville
$240,000
2 Beds ⋅ 1 Baths ⋅ 1729481 MLS
Welcome to this charming 2-bedroom, 1-bath condo located in the desirable Highlands neighborhood at 2126 Village Dr. Hardwood flooring flows through the main living areas, complemented by large windows that fill the space with natural light. The inviting living room features a cozy fireplace, perfect for relaxing or entertaining. The kitchen features stainless appliances and a kitchen peninsula, great for additional counter space or dining. The condo offers the convenience of in-unit laundry and two spacious bedrooms with ample room for comfort and flexibility. The unit comes with a parking space in the lower-level garage. Pets and rentals are allowed with restrictions. Ideally situated near neighborhood amenities, dining, and outdoor recreation with its close proximity to Cherokee Park, this condo blends comfort, style, and location. Schedule a private showing today.

2126 Village Dr Unit 5, Louisville
1409 Hepburn Ave, Louisville
$950,000
6 Beds ⋅ 6 Baths ⋅ 1728487 MLS
The amazing renovation is complete on this incredible brick painted lady in the Original Highlands. A brand new 2 bedroom, 2 bathroom 1000+ sf carriage house sits atop a 3-car garage with plenty of room for the owner and tenant to park. Separate meters allow tenants to pay their own electric and the rent will make a huge dent in a monthly mortgage payment. The main house is simply astounding. Enter this picturesque home through the large foyer. On your right is a grand living room or parlor that can be closed off with beautiful doors to make a private guest space or office. You will next notice the incredible woodwork indicative of turn of the century homes. A grand stair case and full bathroom tucked underneath is perfect for guests. The kitchen and great room area are open to each other and totally re-imagined with plenty of space for your family and guests. High-end tall cabinetry, quartz countertops and top of the line appliances are awaiting your cooking adventures. A sun-drenched breakfast room looks out onto your well landscaped rear yard. The second floor has an incredible and large primary suite with two huge closets, a modern fireplace and new bathroom with two vanities, beautiful tile shower and tasteful fixtures. There is also a small martini deck off the primary bedroom. Additionally on this floor are two other large bedrooms sharing a charming Jack-and-Jill bathroom. One of the bedrooms has its own private screened porch overlooking the backyard. There is room for a stack laundry on this floor. The third floor has a wonderful bedroom, office area and full bathroom. The carriage house is well-designed with a very livable open floorplan and a private deck. It can be configured to offer tenants one of the garage spaces while keeping the other two private for the main house. Updates and renovations include 4 HVAC systems, updated water heaters, new kitchen, new bathrooms, refinished antique hardwood and new hardwood flooring, newly constructed carriage house, etc. With 3700 sf of living space in the main house and over 1000 sf in the new carriage house, this property checks all the boxes.

1409 Hepburn Ave, Louisville
2126 Village Dr Unit Unit 3, Louisville
$239,900
2 Beds ⋅ 1 Baths ⋅ 1728348 MLS
Welcome to 2126 Village Drive, Unit 3, tucked away in a charming courtyard setting in the heart of the Highlands. This spacious two-bedroom condo offers the character and warmth you expect from one of Louisville's most desirable neighborhoods, along with the convenience of low-maintenance living. Beautiful hardwood floors flow throughout much of the home, while abundant windows provide great natural light. The inviting living room features a classic fireplace and opens to a generous dining area and kitchen with white cabinetry, granite countertops, stainless appliances and breakfast-bar seating. Both bedrooms offer plenty of space, including a primary bedroom with excellent closet storage. Additional highlights include in-unit laundry, a large bath, ample storage and dedicated covered parking. Outside, mature landscaping, winding sidewalks and a peaceful central courtyard create a setting that feels tucked away while still being close to everything that makes the Highlands such a sought-after place to live. A wonderful opportunity to enjoy classic Louisville character, comfortable living and an outstanding Highlands location.

2126 Village Dr Unit Unit 3, Louisville
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